US4179432AExpiredUtility

Stabilized polypropylene compositions

Assignee: CINCINNATI MILACRON CHEMPriority: Sep 2, 1975Filed: Sep 2, 1975Granted: Dec 18, 1979
Est. expirySep 2, 1995(expired)· nominal 20-yr term from priority
Inventors:Kenneth R. Molt
C08K 5/58
74
PatentIndex Score
18
Cited by
5
References
40
Claims

Abstract

Polymers of olefins are stabilized against ultraviolet light by a synergistic combination of stabilizers including (1) a hydroxybenzophenone and (2) an organotin compound of the formula: (a) RnSn--SR 1 COOR 2 ) 4-n, (b) RnSn--S--R 2 ) 4-n, (c) RnSn--S R 1 OOCR 2 ) 4-n, (d) ((R) 3 Sn-S) x R 4 --Z) y , or ##STR1## where R is alkyl, alkenyl, aryl, aralkyl, alkaryl or cycloalkyl, R 1 is alkylene, arylene, cycloalkylene, aralkylene or alkarylene, R 2 is an alkyl, aryl, aralkyl, alkenyl, alkaryl or cycloalkyl, R 5 is alkylene, R 4 is aliphatic, aromatic, araliphatic, alkyl substituted aromatic or cycloaliphatic radical of at least 2 carbon atoms and having a free valence of x+y, Z is --OH, --COOH, --COOR 2 or --OOCR 2 or Z can be a mixture of these radicals if y is greater than 1, x is 1 to 4, y is 0 to 3, x+y is 1 to 4 and n is 1 to 3. Preferably the olefin is polyethylene or polypropylene. Preferably the hydroxybenzophenone also has at least one alkoxy group.

Claims

exact text as granted — not AI-modified
What is claimed is: 
     
       1. A composition comprising polypropylene stabilized against ultraviolet light by a stabilizingly effective amount of a synergistic mixture of (1) a 2-hydroxybenzophenone and (2) an organotin compound of the formula: (a) RnSn--SR 1  COOR 2 ) 4-n,   (b) RnSn--S-R 2 ) 4-n,   (c) RnSn--S R 1  OOCR 2 ) 4-n,   (d) ((R) 3  Sn--S) x  R 4  --Z) y , or ##STR4## where R is alkyl, aryl, alkenyl, alkaryl, alkaryl or cycloalkyl, R 1  is alkylene, arylene, cycloalkylene, aralkylene or alkarylene, R 2  is an alkyl, aryl, aralkyl, alkenyl, al-aryl or cycloalkyl, R 5  is alkylene, R 4  is aliphatic, aromatic, araliphatic, alkyl substituted aromatic or cycloaliphatic radical and having a free valence of x+y, Z is --OH, --COOH, --COOR 2  or --OOCR 2 , x is 1 to 4, y is 0 to 3, x+y is 1 to 4 and n is 1 to 3, with the proviso that when x is 1 and y is 1 and R 4  is alkylene, arylene, cycloalkylene, aralkylene or alkarylene Z is not COOR 2  or --OOCR 2  and when x is 1 y is not 0.   
     
     
       2. A composition according to claim 1 wherein (1) is an unsubstituted hydroxybenzophenone or an alkoxy substituted 2-hydroxybenzophenone, the alkoxy group having 1 to 18 carbon atoms and wherein in organotin compound (2) R 4  is alkylene, arylene, aralkylene, cycloalkylene, or alkarylene. 
     
     
       3. A composition according to claim 2 wherein R is alkyl of 1 to 20 carbon atoms, phenol, naphthyl, benzyl, alkylphenyl having 1 to 18 carbon atoms in the alkyl group, alkenyl of 2 to 18 carbon atoms, cyclohexyl or cyclopentyl, R 2  is alkyl of 1 to 20 carbon atoms, phenyl, naphthyl, benzyl, alkylphenyl having 1 to 18 carbon atoms in the alkyl group, alkenyl of 2 to 18 carbon atoms, cyclohexyl or cyclopentyl, R 1  is alkylene of 1 to 18 carbon atoms, phenylene, naphthylene, cyclohexylene, cyclopentylene or xylylene, R 4  is alkylene of 1 to 18 carbon atoms, phenylene, naphthylene, cyclohexylene, cyclopentylene or xylylene and R 5  is alkylene of 2 to 18 carbon atoms. 
     
     
       4. A composition according to claim 3 wherein R is alkyl of 1 to 8 carbon atoms. 
     
     
       5. A composition according to claim 4 wherein R 2  is alkyl of 1 to 18 carbon atoms, R 1  is alkylene of 1 to 5 carbon atoms, R 4  is alkylene of 2 to 18 carbon atoms and R 5  is alkylene of 2 to 18 carbon atoms. 
     
     
       6. A composition according to claim 5 wherein (2) is a mixture of two compounds in one of which n is 1 and in the other of which n is 2. 
     
     
       7. A composition according to claim 5 wherein n is 1 or 2. 
     
     
       8. A composition according to claim 5 wherein (2) is (a). 
     
     
       9. A composition according to claim 8 wherein R 1  is alkylene of 1 to 2 carbon atoms. 
     
     
       10. A composition according to claim 9 wherein (1) is 2-hydroxyalkoxybenzophenone. 
     
     
       11. A composition according to claim 10 wherein (1) is 2,2'-dihydroxy-4-alkoxy-benzophenone. 
     
     
       12. A composition according to claim 10 wherein (1) is 2-hydroxy-4-alkoxybenzophenone. 
     
     
       13. A composition according to claim 18 wherein the alkoxy group has 8 to 12 carbon atoms. 
     
     
       14. A composition according to claim 5 wherein (2) is (b). 
     
     
       15. A composition according to claim 14 wherein (1) is 2-hydroxyalkoxybenzophenone and R is methyl or butyl. 
     
     
       16. A composition according to claim 15 wherein (1) is 2,2'-dihydroxy-4-alkoxy-benzophenone. 
     
     
       17. A composition according to claim 15 wherein (1) is 2-hydroxy-4-alkoxybenzophenone. 
     
     
       18. A composition according to claim 17 wherein the alkoxy group has 8 to 18 carbon atoms. 
     
     
       19. A composition according to claim 5 wherein (2) is (c). 
     
     
       20. A composition according to claim 19 wherein R 1  is alkylene of 2 to 5 carbon atoms. 
     
     
       21. A composition according to claim 20 wherein (1) is 2-hydroxyalkoxybenzophenone. 
     
     
       22. A composition according to claim 21 wherein (1) is 2,2'-dihydroxy-4-alkoxybenzophenone. 
     
     
       23. A composition according to claim 21 wherein (1) is 2-hydroxy-4-alkoxybenzophenone. 
     
     
       24. A composition according to claim 23 wherein the alkoxy group has 8 to 18 carbon atoms. 
     
     
       25. A composition according to claim 5 wherein (2) is (d). 
     
     
       26. A composition according to claim 25 wherein R 4  is alkylene of 2 to 6 carbon atoms. 
     
     
       27. A composition according to claim 26 wherein (1) is 2-hydroxyalkoxybenzophenone. 
     
     
       28. A composition according to claim 27 wherein (1) is 2,2'-dihydroxy-4-alkoxybenzophenone. 
     
     
       29. A composition according to claim 27 wherein (1) is 2-hydroxy-4-alkoxybenzophenone. 
     
     
       30. A composition according to claim 29 wherein the alkoxy group has 8 to 18 carbon atoms. 
     
     
       31. A composition according to claim 26 wherein R 4  is alkylene of 2 to 6 carbon atoms and Z is --OH. 
     
     
       32. A composition according to claim 26 wherein R 4  is alkylene of 1 to 2 carbon atoms and Z is --COOH. 
     
     
       33. A composition according to claim 5 wherein (2) is (e). 
     
     
       34. A composition according to claim 33 wherein R 5  is alkylene of 2 to 6 carbon atoms. 
     
     
       35. A composition according to claim 34 wherein (1) is 2-hydroxyalkoxybenzophenone and R is methyl or butyl. 
     
     
       36. A composition according to claim 35 wherein (1) is 2,2'-dihydroxy-4-alkoxybenzophenone. 
     
     
       37. A composition according to claim 35 wherein (1) is 2-hydroxy-4-alkoxybenzophenone. 
     
     
       38. A composition according to claim 37 wherein the alkoxy group has 8 to 18 carbon atoms. 
     
     
       39. A composition according to claim 5 wherein the synergistic combination of stabilizers is present in an amount of 0.01 to 3% by weight of the polypropylene. 
     
     
       40. A composition according to claim 39 wherein (1) is 10 to 90% and (2) is 90 to 10% of the total weight of (1) and (2).

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